HCID 15706874, compound → HCID 21508946, compound

HRID 1287503Notes

Reaction equation

HRID 1287503 reaction equation
[C:1]1([O:7][C:8]2[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][C:9]=2[N+:17]([O-])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>C(O)C.[Pd]>[C:1]1([O:7][C:8]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 15706874HCID 15706874, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21508946HCID 21508946, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 2,6-dinitrophenyl phenyl ether (6.5g.) in ethanol (100ml.) was shaken with hydrogen at room temperature and atmospheric pressure in the presence of palladium-on-charcoal (0.5g. of 5% w/w) as catalyst. When the theoretical amount of hydrogen (3.4 l.) had been absorbed, the mixture was filtered and the filtrate evaporated to dryness under reduced pressure. The solid residue (4.9g.) was crystallised from cyclohexane to give 2,6-diaminophenyl phenyl ether, m.p. 110°-111°C.

Workup

  1. customWhen the theoretical amount of hydrogen (3.4 l.) had been absorbed
  2. filtrationthe mixture was filtered
  3. customthe filtrate evaporated to dryness under reduced pressure
  4. customThe solid residue (4.9g.) was crystallised from cyclohexane

Sources & evidence

ORD record
ord-074bd1ea89ed43a399533d41f99faa30
Source dataset
uspto-grants-1976_10
Patent number
US03984551

Reaction notes

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